Methyl 1,4a,7-trimethyl-7-vinyloctahydro-phenanthrene-1-carboxylate

Identification

Molecular formula

C₁₈H₂₈O₂

CAS number

515-44-4

IUPAC name

methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

State

At room temperature, methyl 1,4a,7-trimethyl-7-vinyloctahydro-phenanthrene-1-carboxylate is typically a liquid. This compound retains a liquid state due to its relatively low melting point which allows it to remain fluid under standard conditions of temperature and pressure.

Melting point (Celsius)

15.00

Melting point (Kelvin)

288.15

Boiling point (Celsius)

295.00

Boiling point (Kelvin)

568.15

General information

Molecular weight

272.43g/mol

Molar mass

272.4320g/mol

Density

0.9000g/cm³

Appearence

The appearance of methyl 1,4a,7-trimethyl-7-vinyloctahydro-phenanthrene-1-carboxylate can vary somewhat depending on its purification and specific preparation, but it typically presents as an oily, pale-yellow liquid. It may also be colorless in highly pure forms. The compound's consistency is that of a viscous oil.

Comment on solubility

Solubility of Methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

The solubility of methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate can be a nuanced topic. This compound contains a complex structure that tends to influence its ability to dissolve in various solvents. Understanding solubility can be approached by considering the following key factors:

Polarity: The presence of polar functional groups can enhance solubility in polar solvents such as water, while non-polar characteristics may lead to greater solubility in non-polar solvents like hydrocarbons.
Hydrogen Bonding: Compounds capable of forming hydrogen bonds typically exhibit higher solubility in polar solvents. The steric hindrance from the bulky groups in this compound may limit such interactions.
Temperature Influence: As with many organic compounds, solubility can increase with temperature; thus, higher temperatures may improve the dissolution process.
Structural Complexity: The intricate arrangement of rings and substituents can hinder solubility due to steric factors and molecular interactions.

In conclusion, while methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate may be soluble in certain organic solvents, it may demonstrate limited solubility in more polar media. Therefore, the compound's solubility can vary significantly based on the solvent used and the conditions applied.

Interesting facts

Interesting Facts about Methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate

This compound belongs to a class of organic molecules known as carboxylates, which are derivatives of carboxylic acids. Its structure exhibits a fascinating twist on classical chemical architecture, making it a prime subject for study in organic chemistry. Here are some noteworthy aspects:

Synthesis and Applications: Methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate can be synthesized through multistep reactions starting from simple organic precursors. Its unique structure makes it a potential candidate for various applications in the pharmaceutical and agrochemical industries.
Natural Analogues: This compound exhibits structural similarities to certain naturally occurring compounds such as steroids and terpenes, presenting potential biological activity that can be explored in drug design and development.
Chirality: The designation of (1R,4aR) highlights the chirality associated with the compound, indicating that it can exist in multiple stereoisomeric forms. Chirality is crucial in determining the biological activity and interactions of compounds, particularly in medicinal chemistry where different isomers can produce significantly different effects in biological systems.
Vinyl Group Influence: The presence of a vinyl group in this compound can also lead to interesting reactivity, particularly in polymerization processes or during electrophilic addition reactions, which can yield new materials with unique properties.
Research Potential: Given its complex structure, this compound serves as an important model for students and researchers interested in exploring advanced synthetic strategies and the study of organic reaction mechanisms.

In conclusion, methyl (1R,4aR)-1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylate presents a wealth of opportunities for discovery and application in the chemical sciences, making it a captivating subject for any chemistry enthusiast.

Synonyms

Methyl pimara-8(14),15-dien-18-oate

DTXSID20958433